JPWO2020090603A1 - ムギ類の病害防除方法、ムギ類の種子及びムギ類の倒伏被害抑制方法 - Google Patents
ムギ類の病害防除方法、ムギ類の種子及びムギ類の倒伏被害抑制方法 Download PDFInfo
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- JPWO2020090603A1 JPWO2020090603A1 JP2020553826A JP2020553826A JPWO2020090603A1 JP WO2020090603 A1 JPWO2020090603 A1 JP WO2020090603A1 JP 2020553826 A JP2020553826 A JP 2020553826A JP 2020553826 A JP2020553826 A JP 2020553826A JP WO2020090603 A1 JPWO2020090603 A1 JP WO2020090603A1
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- OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical group COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
- WPALTCMYPARVNV-UHFFFAOYSA-N tolfenpyrad Chemical compound CCC1=NN(C)C(C(=O)NCC=2C=CC(OC=3C=CC(C)=CC=3)=CC=2)=C1Cl WPALTCMYPARVNV-UHFFFAOYSA-N 0.000 description 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- QFNFRZHOXWNWAQ-UHFFFAOYSA-N triclopyricarb Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NC(Cl)=C(Cl)C=C1Cl QFNFRZHOXWNWAQ-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- AZHZOGYUMMIAOF-UHFFFAOYSA-N trifludimoxazin Chemical compound O=C1N(C)C(=S)N(C)C(=O)N1C(C(=C1)F)=CC2=C1OC(F)(F)C(=O)N2CC#C AZHZOGYUMMIAOF-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical group COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- DFFWZNDCNBOKDI-UHFFFAOYSA-N trinexapac Chemical compound O=C1CC(C(=O)O)CC(=O)C1=C(O)C1CC1 DFFWZNDCNBOKDI-UHFFFAOYSA-N 0.000 description 1
- NRHFWOJROOQKBK-UHFFFAOYSA-N triphenyltin;hydrate Chemical compound O.C1=CC=CC=C1[Sn](C=1C=CC=CC=1)C1=CC=CC=C1 NRHFWOJROOQKBK-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- NKGFIFLSQXHQOK-AXVUBLFSSA-N variamycin Chemical compound O([C@@H]1C[C@@H](O[C@H](C)[C@@H]1O)OC=1C=C2C=C3C[C@H]([C@@H](C(=O)C3=C(O)C2=C(O)C=1C)O[C@@H]1O[C@H](C)[C@@H](O)[C@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H](O[C@@H]3O[C@H](C)[C@@H](OC)[C@@H](O)C3)C2)C1)[C@H](OC)C(=O)[C@@H](O)[C@@H](C)O)[C@H]1C[C@@H](O)[C@H](O)[C@@H](C)O1 NKGFIFLSQXHQOK-AXVUBLFSSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- AIFRHYZBTHREPW-UHFFFAOYSA-N β-carboline Chemical compound N1=CC=C2C3=CC=CC=C3NC2=C1 AIFRHYZBTHREPW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pretreatment Of Seeds And Plants (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
(1)ジクロロイソチアゾール化合物又はその塩から選ばれる1種又は2種以上をムギ類の種子に処理することを特徴とする、ムギ類の病害を防除する方法。
(2)前記ジクロロイソチアゾール化合物又はその塩が、下記式(1)で表される3,4−ジクロロイソチアゾール誘導体又はその塩である、前記(1)記載のムギ類の病害を防除する方法。
(式(1)中、Xは、式(2)〜(8)のいずれかの基である。
(式(3)中、Rは、水素原子;置換されていてもよい(C1−C6)アルキルカルボニル基;置換されていてもよい(C3−C6)シクロアルキルカルボニル基;置換されていてもよい(C2−C6)アルケニルカルボニル基;置換されていてもよい(C2−C6)アルキニルカルボニル基;置換されていてもよい含窒素縮合複素環基;又は置換基αで置換されていてもよいベンゾイル基である。)
(式(4)中、R1は、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;又は置換されていてもよい(C2−C6)アルキニル基である。)
(式(5)中、R2及びR3は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R2及びR3は、結合して、4〜6員の複素環を形成してもよく、前記複素環は置換されていてもよい。)
(式(6)中、R4は、置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいベンジル基である。)
(式(7)中、R5及びR6は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R5及びR6は、結合して、4〜6員の複素環を形成していてもよく、前記複素環は置換されていてもよい。)
(式(8)中、R7及びR8は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R7及びR8は、結合して、4〜6員の複素環を形成してもよく、前記複素環は置換されていてもよく、R9は、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基である。)
前記置換基αは、(C1−C6)アルキル基、(C3−C6)シクロアルキル基、(C1−C6)ハロアルキル基、フェニル基、ハロゲン原子、シアノ基、ニトロ基、ヒドロキシル基、(C1−C6)アルコキシ基、(C1−C5)アシル基、カルボキシル基、(C1−C6)アルコキシカルボニル基、モノ(C1−C6アルキル)カルバモイル基、ジ(C1−C6アルキル)カルバモイル基、アミノ基、モノ(C1−C6アルキル)アミノ基又はジ(C1−C6アルキル)アミノ基である。)
(3)前記3,4−ジクロロイソチアゾール誘導体又はその塩が、下記化合物又はその塩から選ばれる1種又は2種以上である、前記(2)に記載のムギ類の病害を防除する方法。
(4)前記ムギ類がコムギ、オオムギ、ライムギ、エンバクから選ばれる少なくとも1種である、前記(1)〜(3)のいずれかに記載のムギ類の病害を防除する方法。
(5)前記ムギ類がコムギである、前記(4)に記載のムギ類の病害を防除する方法。
(6)前記ジクロロイソチアゾール化合物又はその塩から選ばれる1種または2種以上を、粉衣、塗沫、噴霧、浸漬のいずれかの方法でムギ類の種子に処理する、前記(1)〜(5)のいずれかに記載のムギ類の病害を防除する方法。
(7)更に、他の殺菌剤、殺虫剤、殺ダニ剤、殺線虫剤、除草剤、植物成長調整剤又は薬害軽減剤から選ばれる1種又は2種以上と組み合わせて処理する、前記(1)〜(6)のいずれかに記載のムギ類の病害を防除する方法。
(8)ジクロロイソチアゾール化合物又はその塩から選ばれる1種又は2種以上をムギ類の種子に処理することを特徴とする、ムギ類の倒伏被害を抑制する方法。
(9)ジクロロイソチアゾール化合物又はその塩から選ばれる1種又は2種以上で処理されたことを特徴とする、ムギ類の種子。
(式(1)中、Xは、式(2)〜(8)のいずれかの基である。
(式(3)中、Rは、水素原子;置換されていてもよい(C1−C6)アルキルカルボニル基;置換されていてもよい(C3−C6)シクロアルキルカルボニル基;置換されていてもよい(C2−C6)アルケニルカルボニル基;置換されていてもよい(C2−C6)アルキニルカルボニル基;置換されていてもよい含窒素縮合複素環基;又は置換基αで置換されていてもよいベンゾイル基である。)
(式(4)中、R1は、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;又は置換されていてもよい(C2−C6)アルキニル基である。)
(式(5)中、R2及びR3は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R2及びR3は、結合して、4〜6員の複素環を形成してもよく、前記複素環は置換されていてもよい。)
(式(6)中、R4は、置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいベンジル基である。)
(式(7)中、R5及びR6は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R5及びR6は、結合して、4〜6員の複素環を形成していてもよく、前記複素環は置換されていてもよい。)
(式(8)中、R7及びR8は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R7及びR8は、結合して、4〜6員の複素環を形成してもよく、前記複素環は置換されていてもよく、R9は、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基である。)
前記置換基αは、(C1−C6)アルキル基、(C3−C6)シクロアルキル基、(C1−C6)ハロアルキル基、フェニル基、ハロゲン原子、シアノ基、ニトロ基、ヒドロキシル基、(C1−C6)アルコキシ基、(C1−C5)アシル基、カルボキシル基、(C1−C6)アルコキシカルボニル基、モノ(C1−C6アルキル)カルバモイル基、ジ(C1−C6アルキル)カルバモイル基、アミノ基、モノ(C1−C6アルキル)アミノ基又はジ(C1−C6アルキル)アミノ基である。)
<化合物(1):ジクロベンチアゾクス>
WO2007/129454記載の方法に準じて製造することができる。
<化合物(2)>
US3341547記載の方法に準じて製造することができる。
<化合物(3)>
WO2007/129454記載の方法に準じて製造することができる。
<化合物(4)>
WO2008/007459記載の方法に準じて製造することができる。
<化合物(5)>
WO2008/007459記載の方法に準じて製造することができる。
US3341547記載の方法に準じて製造することができる。
<化合物(7)>
WO2001/055124記載の方法に準じて製造することができる。
<化合物(8)>
US4132676記載の方法に準じて製造することができる。
<化合物(9)>
US3341547記載の方法に準じて製造することができる。
<化合物(10):イソチアニル>
WO99/24413記載の方法に準じて製造することができる。
US3341547記載の方法に準じて3,4−ジクロロイソチアゾール−5−カルボニトリルとメタノールから製造することができる。融点70−71℃(無色結晶)、1H−NMR(400MHz,CDCl3)δppm:3.94(s,3H),8.65(bs,1H).
<化合物(12)>
US3341547記載の方法に準じて3,4−ジクロロイソチアゾール−5−カルボニトリルとベンジルアルコールから製造することができる。融点52−53℃(無色結晶)、1H−NMR(400MHz,CDCl3)δppm:5.38(s,2H),7.35−7.44(m,5H),8.76(bs,1H).
<化合物(13)>
一般的な有機合成化学の手法に準じて、化合物(14)を酢酸エチル中、炭酸ナトリウム水溶液で中和して製造することができる。融点139−142℃(無色粉末)、1H−NMR(400MHz,CDCl3)δppm:5.49(bs,3H).
European Journal of Medicinal Chemistry,1989,vol.24,p.427−434記載の方法に準じて、化合物(11)と塩化アンモニウムから製造することができる。融点198−201℃(無色粉末)、1H−NMR(400MHz,DMSO−d6)δppm:7.94(bs,2H),9.92(bs,2H).
<化合物(15)>
European Journal of Medicinal Chemistry,1989,vol.24,p.427−434記載の方法に準じて、化合物(11)とエチルアミン塩酸塩から製造することができる。融点99−101℃(無色粉末)、1H−NMR(400MHz,CDCl3)δppm:1.31(s,3H,t,J=7.32Hz),3.25(s,2H,q,J=7.32Hz),5.50(bs,2H).
<化合物(16)>
European Journal of Medicinal Chemistry,1989,vol.24,p.427−434記載の方法に準じて、化合物(11)とアニリン塩酸塩から製造することができる。融点139−140℃(淡黄色結晶)、1H−NMR(400MHz,CDCl3)δppm:5.45(bs,2H),5.96−7.41(m,5H).
<化合物(17)>
CN104649996記載の方法に準じて製造することができる。
ブロノポール(bronopol)、プロパモカルブ塩酸塩(propamocarb−hydrochloride)、プロピコナゾール(propiconazole)、プロピネブ(propineb)、プロベナゾール(probenazole)、ブロムコナゾール(bromuconazole)、ヘキサコナゾール(hexaconazole)、ベナラキシル(benalaxyl)、ベナラキシル・M(benalaxyl−M)、ベノダニル(benodanil)、ベノミル(benomyl)、ペフラゾエート(pefurazoate)、ペンコナゾール(penconazole)、ペンシクロン(pencycuron)、ベンゾビンジフルピル(benzovindiflupyr)、ベンチアゾール(benthiazole)、ベンチアバリカルブ・イソプロピル(benthiavalicarb−isopropyl)、ペンチオピラド(penthiopyrad)、ペンフルフェン(penflufen)、ボスカリド(boscalid)、ホセチル(fosetyl)(aluminium,calcium,sodium)、ポリオキシン(polyoxin)、ポリカーバメート(polycarbamate)、ボルドー液(Bordeaux mixture)、マンコゼブ(mancozeb)、マンジプロパミド(mandipropamid)、マンデストロビン(mandestrobin)、マンネブ(maneb)、ミクロブタニル(myclobutanil)、ミネラルオイル(mineral oils)、ミルディオマイシン(mildiomycin)、メタスルホカルブ(methasulfocarb)、メタム(metam)、メタラキシル(metalaxyl)、メタラキシル・M(metalaxyl−M)、メチラム(metiram)、メトコナゾール(metconazole)、メトミノストロビン(metominostrobin)、メトラフェノン(metrafenone)、メパニピリム(mepanipyrim)、メフェントリフルコナゾール(mefentrifluconazole)、メプチルジノカップ(meptyldinocap)、メプロニル(mepronil)、ヨードカルブ(iodocarb)、ラミナリン(laminarin)、亜リン酸及び塩(phosphorous acid and salts)、塩基性塩化銅(copper oxychloride)、銀(silver)、酸化第一銅(cuprous oxide)、水酸化第二銅(copper hydroxide)、炭酸水素カリウム(potassium bicarbonate)、炭酸水素ナトリウム(sodium bicarbonate)、硫黄(sulfur)、硫酸オキシキノリン(oxyquinoline sulfate)、硫酸銅(copper sulfate)、(3,4−ジクロロイソチアゾール−5−イル)メチル 4−(tert−ブチル)安息香酸エステル(化学名、CAS登録番号:1231214−23−5)、BAF−045(コード番号)、BAG−010(コード番号)、UK−2A(コード番号)、DBEDC(ドデシルベンゼンスルホン酸ビスエチレンジアミン銅錯塩[II])、MIF−1002(コード番号)、TPTA(酢酸トリフェニルスズ)、TPTC(トリフェニルチンクロライド)、TPTH(水酸化トリフェニルスズ)、非病原性エルビニア・カロトボーラ等が挙げられる。
フェノトリン(phenothrin)[(1R)−trans−体を含む]、フェノブカルブ(fenobucarb)、フェンチオン(fenthion)、フェントエート(phenthoate)、フェンバレレート(fenvalerate)、フェンピロキシメート(fenpyroximate)、フェンブタンチン・オキシド(fenbutatin oxide)、フェンプロパトリン(fenpropathrin)、フォノホス(fonofos)、フッ化スルフリル(sulfuryl fluoride)、ブトカルボキシム(butocarboxim)、ブトキシカルボキシム(butoxycarboxim)、ブプロフェジン(buprofezin)、フラチオカルブ(furathiocarb)、プラレトリン(prallethrin)、フルアクリピリム(fluacrypyrim)、フルアザインドリジン(fluazaindolizine)、フルアズロン(fluazuron)、フルエンスルホン(fluensulfone)、フルオロ酢酸ナトリウム塩(sodium fluoroacetate)、フルキサメタミド(fluxametamide)、フルシクロクスロン(flucycloxuron)、フルシトリネート(flucythrinate)、フルスルファミド(flusulfamide)、フルバリネート(fluvalinate)[tau−体を含む]、フルピラジフロン(flupyradifurone)、フルピラゾホス(flupyrazofos)、フルフィプロール(flufiprole)、フルピリミン(flupyrimin)、フルフェネリム(flufenerim)、フルフェノキシストロビン(flufenoxystrobin)、フルフェノクスロン(flufenoxuron)、フルヘキサフォン(fluhexafon)、フルベンジアミド(flubendiamide)、フルメトリン(flumethrin)、フルララナル(fluralaner)、プロチオホス(prothiofos)、プロトリフェンブト(protrifenbute)、フロニカミド(flonicamid)、プロパホス(propaphos)、プロパルギット(propargite)、プロフェノホス(profenofos)、ブロフラニリド(broflanilide)、ブロフルスリネート(brofluthrinate)、プロフルトリン(profluthrin)、プロペタムホス(propetamphos)、プロポキスル(propoxur)、フロメトキン(flometoquin)、ブロモプロピレート(bromopropylate)、ヘキサチアゾクス(hexythiazox)、ヘキサフルムロン(hexaflumuron)、ペキロマイセス・テヌイペス(Paecilomyces tenuipes)、ペキロマイセス・フモソロセウス(Paecilomyces fumosoroceus)、ヘプタフルスリン(heptafluthrin)、ヘプテノホス(heptenophos)、ペルメトリン(permethrin)、ベンクロチアズ(benclothiaz)、ベンスルタップ(bensultap)、ベンゾキシメート(benzoximate)、ベンダイオカルブ(bendiocarb)、ベンフラカルブ(benfuracarb)、ボーベリア・テネーラ(Beauveria tenella)、ボーベリア・バッシアーナ(Beauveria bassiana)、ボーベリア・ブロンニアティ(Beauveria brongniartii)、ホキシム(phoxim)、ホサロン(phosalone)、ホスチアゼート(fosthiazate)、ホスチエタン(fosthietan)、ホスファミドン(phosphamidon)、ホスメット(phosmet)、ポリナクチン複合体(polynactins)、ホルメタネート(formetanate)、ホレート(phorate)、マラチオン(malathion)、ミルベメクチン(milbemectin)、メカルバム(mecarbam)、メスルフェンホス(mesulfenfos)、メソプレン(methoprene)、メソミル(methomyl)、メタフルミゾン(metaflumizone)、メタミドホス(methamidophos)、メタム(metham)、メチオカルブ(methiocarb)、メチダチオン(methidathion)、メチルイソチオシアネート(methyl isothiocyanate)、メチルブロマイド(methyl bromide)、メトキシクロル(methoxychlor)、メトキシフェノジド(methoxyfenozide)、メトトリン(methothrin)、メトフルトリン(metofluthrin)、イプシロン−メトフルトリン(epsilon−metofluthrin)、メトルカルブ(metolcarb)、メビンホス(mevinphos)、メペルフルスリン(meperfluthrin)、モナクロスポリウム・フィマトパガム(Monacrosporium phymatophagum)、モノクロトホス(monocrotophos)、モムフルオロスリン(momfluorothrin)、イプシロン−モムフルオロスリン(epsilon−momfluorothrin)、リトルアA(litlure−A)、リトルアB(litlure−B)、リン化アルミニウム(aluminium phosphide)、リン化亜鉛(zinc phosphide)、リン化水素(phosphine)、ルフェヌロン(lufenuron)、レスカルレ(rescalure)、レスメトリン(resmethrin)、レピメクチン(lepimectin)、ロテノン(rotenone)、酸化フェンブタスズ(fenbutatin oxide)、石灰窒素(calcium cyanide)、硫酸ニコチン(nicotinesulfate)、(Z)−11−テトラデセニル=アセタート、(Z)−11−ヘキサデセナール、(Z)−11−ヘキサデセニル=アセタート、(Z)−9,12−テトラデカジエニル=アセタート、(Z)−9−テトラデセン−1−オール、(Z,E)−9,11−テトラデカジエニル=アセタート、(Z,E)−9,12−テトラデカジエニル=アセタート、バシルス・ポピリエ(Bacillus popilliae)、バシルス・ズブチリス(Bacillus subtillis)、バシルス・スフェリカス(Bacillus sphaericus)、バシルス・チューリンゲンシス・亜種・アイザワイ(Bacillus thuringiensis subsp. aizawai)、バシルス・チューリンゲンシス・亜種・イスラエレンシス(Bacillus thuringiensis subsp. israelensis)、バシルス・チューリンゲンシス・亜種・クルスターキ(Bacillus thuringiensis subsp. kurstaki)、バシルス・チューリンゲンシス・亜種・テネブリオニス(Bacillus thuringiensis subsp. tenebrionis)、Btタンパク質(Cry1Ab、Cry1Ac、Cry1Fa、Cry2Ab、mCry3A、Cry3Ab、Cry3Bb、Cry34/35Ab1)、CL900167(コード番号)、DCIP(ビス−(2−クロロ−1−メチルエチル)エーテル)、DDT(1,1,1−トリクロロ−2,2−ビス(4−クロロフェニル)エタン)、DEP(ジメチル−2,2,2−トリクロロ−1−ヒドロキシエチルホスホネート)、DNOC(4,6−ジニトロ−o−クレゾール)、DSP(O,O−ジエチル−O−[4−(ジメチルスルファモイル)フェニル]ホスホロチオネート)、EPN(O−エチル O−(4−ニトロフェニル)フェニルホスホノチオエート)、核多角体病ウイルス包埋体、NA−85(コード番号)、NA−89(コード番号)、NC−515(コード番号)、XMC、Z−13−イコセン−10−オン、ZXI8901(コード番号)、(RS)−2−クロロ−4−フルオロ−5−[5−(トリフルオロメチルチオ)ペンチルオキシ]フェニル 2,2,2−トリフルオロエチルスルホキシド(化学名、CAS登録番号:1472050−04−6)等が挙げられる。
ナプタラム(naptalam)(ナトリウム等との塩を含む)、ナプロアニリド(naproanilide)、ナプロパミド(napropamide)、ナプロパミド−M(napropamide−M)、ニコスルフロン(nicosulfuron)、ネブロン(neburon)、ノルフルラゾン(norflurazon)、バーナレート(vernolate)、ハルキシフェン−ベンジル(halauxifen−benzyl)、パラコート(paraquat)、ハルキシフェン−メチル(halauxifen−methyl)、ハロキシホップ(haloxyfop)、ハロキシホップ・P(haloxyfop−P)、ハロキシホップ−エトティル(haloxyfop−etotyl)、ハロサフェン(halosafen)、ハロスルフロン・メチル(halosulfuron−methyl)、ピクロラム(picloram)、ピコリナフェン(picolinafen)、ビシクロピロン(bicyclopyrone)、ビスピリバック・ナトリウム塩(bispyribac−sodium)、ピノキサデン(pinoxaden)、ビフェノックス(bifenox)、ピペロホス(piperophos)、ピラクロニル(pyraclonil)、ピラスルホトール(pyrasulfotole)、ピラゾキシフェン(pyrazoxyfen)、ピラゾスルフロン・エチル(pyrazosulfuron−ethyl)、ピラゾリネート(pyrazolynate)、ビラナホス(bilanafos)、ピラフルフェン・エチル(pyraflufen−ethyl)、ピリダフォル(pyridafol)、ピリチオバック・ナトリウム塩(pyrithiobac−sodium)、ピリデート(pyridate)、ピリフタリド(pyriftalid)、ピリブチカルブ(pyributicarb)、ピリベンゾキシム(pyribenzoxim)、ピリミスルファン(pyrimisulfan)、ピリミノバック・メチル(pyriminobac−methyl)、ピロキサスルホン(pyroxasulfone)、ピロクススラム(pyroxsulam)、フェニソファム(phenisopham)、フェニュロン(fenuron)、フェノキサスルホン(fenoxasulfone)、フェノキサプロップ(fenoxaprop)(メチル、エチル、イソプロピルエステルを含む)、フェノキサプロップ・P(fenoxaprop−P)(メチル、エチル、イソプロピルエステルを含む)、フェンキノトリオン(fenquinotrione)、フェンチアプロップ・エチル(fenthiaprop−ethyl)、フェントラザミド(fentrazamide)、フェンメディファム(phenmedipham)、ブタクロール(butachlor)、ブタフェナシル(butafenacil)、ブタミホス(butamifos)、ブチレート(butylate)、ブテナクロール(butenachlor)、ブトラリン(butralin)、ブトロキシジム(butroxydim)、フラザスルフロン(flazasulfuron)、フラムプロップ(flamprop)(メチル、エチル、イソプロピルエステルを含む)、フラムプロップ・M(flamprop−M)(メチル、エチル、イソプロピルエステルを含む)、プリミスルフロン・メチル(primisulfuron−methyl)、フルアジホップ・ブチル(fluazifop−butyl)、フルアジホップ・P・ブチル(fluazifop−P−butyl)、フルアゾレート(fluazolate)、フルオメツロン(fluometuron)、フルオログリコフェン・エチル(fluoroglycofen−ethyl)、フルカルバゾン・ナトリウム塩(flucarbazone−sodium)、フルクロラリン(fluchloralin)、フルセトスルフロン(flucetosulfuron)、フルチアセット・メチル(fluthiacet−methyl)、フルピルスルフロン・メチル・ナトリウム塩(flupyrsulfuron−methyl−sodium)、フルフェナセット(flufenacet)、フルフェンピル・エチル(flufenpyr−ethyl)、フルプロパネート(flupropanate)、フルポキサム(flupoxame)、フルミオキサジン(flumioxazin)、フルミクロラック・ペンチル(flumiclorac−pentyl)、フルメツラム(flumetsulam)、フルリドン(fluridone)、フルルタモン(flurtamone)、フルロキシピル(fluroxypyr)、フルロクロリドン(flurochloridone)、プレチラクロール(pretilachlor)、プロカルバゾン・ナトリウム塩(procarbazone−sodium)、プロジアミン(prodiamine)、プロスルフロン(prosulfuron)、プロスルホカルブ(prosulfocarb)、プロパキザホップ(propaquizafop)、プロパクロール(propachlor)、プロパジン(propazine)、プロパニル(propanil)、プロピザミド(propyzamide)、プロピソクロール(propisochlor)、プロピリスルフロン(propyrisulfuron)、プロファム(propham)、プロフルアゾール(profluazol)、プロポキシカルバゾン・ナトリウム塩(propoxycarbazone−sodium)、プロホキシジム(profoxydim)、ブロマシル(bromacil)、ブロムピラゾン(brompyrazon)、プロメトリン(prometryn)、プロメトン(prometon)、ブロモキシニル(bromoxynil)(酪酸、オクタン酸又はヘプタン酸等のエステル体を含む)、ブロモフェノキシム(bromofenoxim)、ブロモブチド(bromobutide)、フロラスラム(florasulam)、フロルピラキシフェン(florpyrauxifen)、ヘキサジノン(hexazinone)、ペトキサミド(pethoxamid)、ベナゾリン(benazolin)、ペノキススラム(penoxsulam)、ヘプタマロキシログルカン(heptamaloxyloglucan)、ベフルブタミド(beflubutamid)、ペブレート(pebulate)、ペラルゴン酸(pelargonic acid)、ベンカルバゾン(bencarbazone)、ペンジメタリン(pendimethalin)、ベンズフェンジゾン(benzfendizone)、ベンスリド(bensulide)、ベンスルフロン・メチル(bensulfuron−methyl)、ベンゾビシクロン(benzobicyclon)、ベンゾフェナップ(benzofenap)、ベンタゾン(bentazone)、ペンタノクロール(pentanochlor)、ペントキサゾン(pentoxazone)、ベンフルラリン(benfluralin)、ベンフレセート(benfuresate)、ホサミン(fosamine)、ホメサフェン(fomesafen)、ホラムスルフロン(foramsulfuron)、メコプロップ(mecoprop)(ナトリウム、カリウム、イソプロピルアミン、トリエタノールアミン、ジメチルアミン等の塩を含む)、メコプロップ・P・カリウム塩(mecoprop−P−potassium)、メソスフロン・メチル(mesosulfuron−methyl)、メソトリオン(mesotrione)、メタザクロール(metazachlor)、メタゾスルフロン(metazosulfuron)、メタベンズチアズロン(methabenzthiazuron)、メタミトロン(metamitron)、メタミホップ(metamifop)、DSMA(メタンアルソン酸二ナトリウム)、メチオゾリン(methiozolin)、メチルダイムロン(methyldymuron)、メトキスロン(metoxuron)、メトスラム(metosulam)、メトスルフロン・メチル(metsulfuron−methyl)、メトブロムロン(metobromuron)、メトベンズロン(metobenzuron)、メトラクロール(metolachlor)、メトリブジン(metribuzin)、メフェナセット(mefenacet)、モノスルフロン(monosulfuron)(メチル、エチル、イソプロピルエステルを含む)、モノリニュロン(monolinuron)、モリネート(molinate)、ヨードスルフロン(iodosulfuron)、ヨードスルフロンメチルナトリウム塩(iodosulfulon−methyl−sodium)、ヨーフェンスルフロン(iofensulfuron)、ヨーフェンスルフロン・ナトリウム塩(iofensulfuron−sodium)、ラクトフェン(lactofen)、ランコトリオン(lancotrione)、リニュロン(linuron)、リムスルフロン(rimsulfuron)、レナシル(lenacil)、2,3,6−TBA(2,3,6−トリクロロ安息香酸)、2,4,5−T(2,4,5−トリクロロフェノキシ酢酸)、2,4−D(2,4−ジクロロフェノキシ酢酸)(アミン、ジエチルアミン、トリエタノールアミン、イソプロピルアミン、ナトリウム又はリチウムなどの塩を含む)、2,4−DB(4−(2,4−ジクロロフェノキシ)酪酸)、ACN(2−アミノ−3−クロロ−1,4−ナフトキノン)、AE−F−150944(コード番号)、DNOC(4,6−ジニトロ−o−クレゾール)(アミン又はナトリウムなどの塩を含む)、EPTC(S−エチルジプロピルチオカーバメート)、MCPA(2−メチル−4−クロロフェノキシ酢酸)、MCPA・チオエチル(MCPA−thioethyl)、MCPB(2−メチル−4−クロロフェノキシ酪酸)(ナトリウム塩、エチルエステルなどを含む)、HW−02(コード番号)、IR−6396(コード番号)、SYP−298(コード番号)、SYP−300(コード番号)、S−メトラクロール(S−metolachlor)、TCA(2,2,2−トリクロロ酢酸)(ナトリウム、カルシウム又はアンモニアなどの塩を含む)等が挙げられる。
あらかじめ市販のベンレートT水和剤20(「ベンレート」は登録商標)で消毒したコムギ(品種:ハルユタカ)の種子を用いた。ジクロベンチアゾクスを5g含有する100mlの懸濁水を質量1kgの種子に混和し、風乾した後、畑に畝幅30cmで163kg/ha(417粒/m2)の割合になるように条播きして実施例1とした。一方、ジクロベンチアゾクスを処理していない種子を同様に畑に播種し、出穂期(播種63日後)、開花期(播種70日後)、開花終期(播種77日後)の3回、1ha当たりジクロベンチアゾクス500gを水200リットルに懸濁したのに相当する散布液をコムギの茎葉に噴霧散布し、比較例1とした。同様に、比較例1のジクロベンチアゾクス500gをアゾキシストロビン250g(市販のアミスター20フロアブルを使用、「アミスター」は登録商標)に替えて比較例2に、プロピコナゾール125g(市販のチルト乳剤25を使用、「チルト」は登録商標)に替えて比較例3とした。播種79日後に、それぞれ30茎の止葉におけるうどんこ病の発病の有無と病斑面積の割合を表1の基準で調査し、発病葉率及び下記計算式(1)で発病度を算出した。その結果を表2に示す。
・・・(1)
コムギ(品種:農林61号)の質量1kgの種子に、ジクロベンチアゾクス、イソチアニル(市販のルーチンフロアブルを使用、「ルーチン」は登録商標)のいずれかを5g又は0.5g含有する100mlの懸濁水を混和し、風乾した後、園芸用培土を入れた9cm×9cmのプラスチック製ポットに15粒播種し、温室内で管理した。播種10日後に出芽数を調査し、出芽率を算出した(実施例2〜5)。播種49日後にうどんこ病の分生胞子をコムギ苗の葉上から振るい落として接種し、播種59日後に第1葉におけるうどんこ病の病斑面積の割合を表1の基準で調査し、上記計算式(1)で発病度を算出した。出芽率とうどんこ病の発病度の結果を表3に示す。
コムギ(品種:農林61号)の質量1kgの種子に、ジクロベンチアゾクス、イソチアニルのいずれかを5g又は0.5g含有する100mlの懸濁水を混和し、風乾した後、川砂を入れた直径6cmのプラスチック製カップに12粒播種し、温室内で管理した。播種9日後に出芽数を調査し、出芽率を算出した(実施例6〜9)。播種14日後に比較例6〜9は表4に記載した濃度に調製した有効成分の懸濁水20mlを、コムギ苗のポットを設置した45cm×45cmの枠内に噴霧散布した(1000L/ha相当)。播種14日後に(比較例は噴霧散布した液が乾いた後)うどんこ病の分生胞子をコムギ苗の葉上から振るい落として接種し、播種19日後に第1葉におけるうどんこ病の病斑面積の割合を表1の基準で調査し、上記計算式(1)で発病度を算出した。出芽率とうどんこ病の発病度の結果を表4に示す。
コムギ(品種:農林61号)の質量1kgの種子に、上記化合物(6)、化合物(3)(既法に従い合成し、製剤にした10%水和剤を使用)を0.5g含有する100mlの懸濁水を混和し、風乾した後、川砂を入れた直径6cmのプラスチック製カップに12粒播種し、温室内で管理した。播種9日後に出芽数を調査し、出芽率を算出した(実施例10および11)。播種15日後に比較例11及び比較例12は表5に記載した濃度に調製した有効成分の懸濁水20mlを、コムギ苗のポットを設置した45cm×45cm枠内に噴霧散布した(1000L/ha相当)。播種15日後に(比較例は噴霧散布した液が乾いた後)うどんこ病の分生胞子をコムギ苗の葉上から振るい落として接種し、播種22日後に第1葉におけるうどんこ病の病斑面積の割合を表1の基準で調査し、上記計算式(1)で発病度を算出した。出芽率とうどんこ病の発病度の結果を表5に示す。
あらかじめ市販のベンレートT水和剤20(「ベンレート」は登録商標)で消毒したコムギ(品種:ハルユタカ)の種子を用いた。ジクロベンチアゾクスを2.5gと1.25g含有する50mlの懸濁水、イソチアニルを2.5g含有する50mlの懸濁水を質量1kgの種子に混和し、風乾した後、畑に畝幅30cmで100kg/ha(300粒/m2)の割合になるように条播きして実施例12、13、14とした。また、チアジニル(市販のブイゲットフロアブルを使用、「ブイゲット」は登録商標)を2.5g含有する50mlの懸濁水を質量1kgの種子に混和し、風乾した後、畑に畝幅30cmで100kg/ha(300粒/m2)の割合になるように条播きして比較例14とした。播種85日後に、それぞれ30茎の止葉の一枚下の葉(次葉)におけるうどんこ病の発病の有無と病斑面積の割合を表1の基準で調査し、発病葉率及び上記計算式(1)で発病度を算出した。その結果を表6に示す。
あらかじめ市販のベンレートT水和剤20(「ベンレート」は登録商標)で消毒したコムギ(品種:ハルユタカ)の種子を用いた。ジクロベンチアゾクスを5g含有する100mlの懸濁水を質量1kgの種子に混和し、風乾した後、畑に畝幅30cmで163kg/ha(417粒/m2)の割合になるように条播きし、出穂期(播種63日後)、開花期(播種70日後)、開花終期(播種77日後)、播種84日後の4回、1ha当たりプロピコナゾール125gを水200リットルに懸濁したのに相当する散布液を試験圃場全体のコムギの茎葉に噴霧散布し、実施例15とした。比較例16は、実施例15と同じ種子を用いて、ジクロベンチアゾクスの種子処理を行わずに、同様に栽培管理した。播種106日後にそれぞれ3m2のコムギを収穫し、稈長を測定し、数日間風乾した後に脱粒して子実重を測定した。その結果を表7に示す。
コムギ(品種:TRAPEZ)の種子を用いた。ジクロベンチアゾクス、イソチアニルを0.5、5g含有する20mlの懸濁水を質量1kgの種子にスプレーした。薬剤を処理した種子は100kg/haの割合になるように条播きして実施例16、17、18とした。一方、ジクロベンチアゾクス、イソチアニルを処理していない種子を同様に畑に播種し、播種154日後、184日後に1ha当たりクロロタロニル750g(市販のFUNGISTOPを使用、「FUNGISTOP」は登録商標)を水200リットルに懸濁したのに相当する散布液をコムギの茎葉に噴霧散布し、比較例17とした。播種219日後に、それぞれ25茎の止葉における葉枯病の発病程度を表1の基準で調査し、上記計算式(1)で発病度を算出した。その結果を表8に示す。
コムギ(品種:Apache)の質量1kgの種子に、化合物(6)、(3)の3,4−ジクロロイソチアゾール誘導体(既法に従い合成し、製剤にした10%水和剤を使用)を0.5g又は5g含有する100mlの懸濁水を混和し、風乾した後、川砂を入れた直径6cmのプラスチック製カップに12粒播種し、温室内で管理した。播種12日後に出芽数を調査し、出芽率を算出した。播種12日後に比較例19〜22は表9に記載した濃度に調製した有効成分の懸濁水20mlを、コムギ苗のポットを設置した45cm×45cmの枠内に噴霧散布した(1000L/ha相当)。播種12日後に(比較例は噴霧散布した液が乾いた後)葉枯病の分生胞子を懸濁した胞子懸濁液をコムギ苗の葉上に噴霧接種し、播種31日後に第2葉における葉枯病の病斑面積の割合を表1の基準で調査し、上記計算式(1)で発病度を算出した。出芽率と葉枯病の発病度の結果を表9に示す。
コムギ(品種:農林61号)の種子を用い、表10に記載の化合物(既法に従い合成し、少量のDMSOに溶解させた液または製剤にした10%水和剤を使用)を、それぞれ表10に記載の薬量で含有する100mlの懸濁水を準備しておき、表10の実施例に記載した処理薬量になるように種子1kgと混和し、風乾した後、川砂を入れた直径6cmのプラスチック製カップに5粒播種し、温室内で管理した。比較例は、播種14日後に表10に記載した濃度に調製した有効成分の懸濁水20mlを、コムギ苗のポットを設置した45cm×45cm枠内に噴霧散布した(1000L/ha相当)。播種14日後に(比較例は噴霧散布した液が乾いた後)うどんこ病の分生胞子をコムギ苗の葉上から振るい落として接種し、播種21日後に第1葉におけるうどんこ病の病斑面積の割合を表1の基準で調査し、上記計算式(1)で発病度を算出した。また、表11〜14に記載の実施例および比較例についても、それぞれ表ごとに日を改めて、同様に試験した。うどんこ病の発病度の結果を表10〜14に示す。
コムギ(品種:ARKEOS)の種子を用い、表15に記載の化合物(既法に従い合成し、少量のDMSOに溶解させた液または製剤にした10%水和剤を使用)を、それぞれ表15に記載の薬量で含有する100mlの懸濁水を準備しておき、表15の実施例に記載した処理薬量になるように種子1kgと混和し、風乾した後、川砂と園芸培土を混合した培土を入れた直径6cmのプラスチック製カップに5粒播種し、温室内で管理した。比較例は、播種14日後に表15に記載した濃度に調製した有効成分の懸濁水20mlを、コムギ苗のポットを設置した45cm×45cmの枠内に噴霧散布した(1000L/ha相当)。播種14日後に(比較例は噴霧散布した液が乾いた後)葉枯病の分生胞子を懸濁した胞子懸濁液をコムギ苗の葉上に噴霧接種し、播種およそ35日後に第2葉における葉枯病の病斑面積の割合を表1の基準で調査し、上記計算式(1)で発病度を算出した。また、表16〜19に記載の実施例および比較例についても、それぞれ表ごとに日を改めて、同様に試験した。葉枯病の発病度の結果を表15〜19に示す。
Claims (9)
- ジクロロイソチアゾール化合物又はその塩から選ばれる1種又は2種以上をムギ類の種子に処理することを特徴とする、ムギ類の病害を防除する方法。
- 前記ジクロロイソチアゾール化合物又はその塩が、下記式(1)で表される3,4−ジクロロイソチアゾール誘導体又はその塩である、請求項1記載のムギ類の病害を防除する方法。
(式(1)中、Xは、式(2)〜(8)のいずれかの基である。
(式(3)中、Rは、水素原子;置換されていてもよい(C1−C6)アルキルカルボニル基;置換されていてもよい(C3−C6)シクロアルキルカルボニル基;置換されていてもよい(C2−C6)アルケニルカルボニル基;置換されていてもよい(C2−C6)アルキニルカルボニル基;置換されていてもよい含窒素縮合複素環基;又は置換基αで置換されていてもよいベンゾイル基である。)
(式(4)中、R1は、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;又は置換されていてもよい(C2−C6)アルキニル基である。)
(式(5)中、R2及びR3は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R2及びR3は、結合して、4〜6員の複素環を形成してもよく、前記複素環は置換されていてもよい。)
(式(6)中、R4は、置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいベンジル基である。)
(式(7)中、R5及びR6は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R5及びR6は、結合して、4〜6員の複素環を形成していてもよく、前記複素環は置換されていてもよい。)
(式(8)中、R7及びR8は、それぞれ独立して、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基;又は置換基αで置換されていてもよいフェニル基であるか;あるいは、R7及びR8は、結合して、4〜6員の複素環を形成してもよく、前記複素環は置換されていてもよく、R9は、水素原子;置換されていてもよい(C1−C6)アルキル基;置換されていてもよい(C3−C6)シクロアルキル基;置換されていてもよい(C2−C6)アルケニル基;置換されていてもよい(C2−C6)アルキニル基である。)
前記置換基αは、(C1−C6)アルキル基、(C3−C6)シクロアルキル基、(C1−C6)ハロアルキル基、フェニル基、ハロゲン原子、シアノ基、ニトロ基、ヒドロキシル基、(C1−C6)アルコキシ基、(C1−C5)アシル基、カルボキシル基、(C1−C6)アルコキシカルボニル基、モノ(C1−C6アルキル)カルバモイル基、ジ(C1−C6アルキル)カルバモイル基、アミノ基、モノ(C1−C6アルキル)アミノ基又はジ(C1−C6アルキル)アミノ基である。) - 前記ムギ類がコムギ、オオムギ、ライムギ、エンバクから選ばれる少なくとも1種である、請求項1〜3のいずれか一項に記載のムギ類の病害を防除する方法。
- 前記ムギ類がコムギである、請求項4に記載のムギ類の病害を防除する方法。
- 前記ジクロロイソチアゾール化合物又はその塩から選ばれる1種または2種以上を、粉衣、塗沫、噴霧、浸漬のいずれかの方法でムギ類の種子に処理する、請求項1〜5のいずれか一項に記載のムギ類の病害を防除する方法。
- 更に、他の殺菌剤、殺虫剤、殺ダニ剤、殺線虫剤、除草剤、植物成長調整剤又は薬害軽減剤から選ばれる1種又は2種以上と組み合わせて処理する、請求項1〜6のいずれか一項に記載のムギ類の病害を防除する方法。
- ジクロロイソチアゾール化合物又はその塩から選ばれる1種又は2種以上をムギ類の種子に処理することを特徴とする、ムギ類の倒伏被害を抑制する方法。
- ジクロロイソチアゾール化合物又はその塩から選ばれる1種又は2種以上で処理されたことを特徴とする、ムギ類の種子。
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CA3115972A1 (en) | 2020-05-07 |
US20220000117A1 (en) | 2022-01-06 |
EP3878278A4 (en) | 2022-08-24 |
IL282764A (en) | 2021-06-30 |
CL2021001060A1 (es) | 2021-10-15 |
MA54183A (fr) | 2022-02-09 |
WO2020090603A1 (ja) | 2020-05-07 |
CN112955008A (zh) | 2021-06-11 |
AU2019369587A1 (en) | 2021-06-17 |
EP3878278A1 (en) | 2021-09-15 |
WO2020090603A8 (ja) | 2021-03-11 |
EA202191181A1 (ru) | 2021-08-06 |
CN112955008B (zh) | 2023-07-14 |
BR112021006848A2 (pt) | 2021-07-13 |
MX2021004637A (es) | 2021-05-28 |
AR116892A1 (es) | 2021-06-23 |
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